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Volumn 18, Issue 6, 2008, Pages 1830-1834

4-Aminopyrimidine tetrahydronaphthols: A series of novel vanilloid receptor-1 antagonists with improved solubility properties

Author keywords

TRPV1; VR1

Indexed keywords

4 AMINOPYRIMIDINE TETRAHYDRONAPHTHOL DERIVATIVE; 8 [6 [4 (TRIFLUOROMETHYL)PHENYL]PYRIMIDIN 4 YLAMINO] 1,2,3,4 TETRAHYDRONAPHTHALEN 2 OL; AMG 517; NAPHTHOL DERIVATIVE; RECEPTOR BLOCKING AGENT; UNCLASSIFIED DRUG; VANILLOID RECEPTOR 1; VANILLOID RECEPTOR 1 BLOCKING AGENT;

EID: 40749143959     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2008.02.022     Document Type: Article
Times cited : (9)

References (22)
  • 15
    • 40749146969 scopus 로고    scopus 로고
    • note
    • Compound 3 was prepared as described in Ref. 4a.
  • 16
    • 37049167549 scopus 로고
    • For comparison, the reported pKa values for 4-methoxypyrimidine and 4-aminomethylpyrimidine are 2.5 and 6.1, respectively.
    • For comparison, the reported pKa values for 4-methoxypyrimidine and 4-aminomethylpyrimidine are 2.5 and 6.1, respectively. Brown D.J., and Short L.N. J. Chem. Soc. (1953) 331
    • (1953) J. Chem. Soc. , pp. 331
    • Brown, D.J.1    Short, L.N.2
  • 18
    • 40749148277 scopus 로고    scopus 로고
    • note
    • TM AD column; mobile phase 25% EtOH in hexane; flow rate 30 mL/min; (+)-4 was the first to elute. The isolated antipodes were >99% enantiomeric purity as determined by chiral analytical LC.
  • 19
    • 40749142908 scopus 로고    scopus 로고
    • note
    • In vitro metabolism was examined by incubating compound 4 at a concentration of 10 μM with rat hepatocytes (1 million cells/mL) for 4 h at 37 °C. Control incubations in the absence of cells were also carried out. Reactions were quenched with acetonitrile containing 0.05% formic acid. The supernatant was analyzed by reverse phase (YMC ODS-AQ, 4.6 × 250 mm, 5 μm) HPLC-MS/MS with radiometric detection and ion trap mass spectrometry using electrospray ionization. Hydrolysis experiments were conducted with glucoronidase and/or sulfatase to confirm the presence of glucoronide and/or sulfate metabolites.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.